SIMONTON COURT HISTORIC INN & COTTAGES KEY WEST | Key West ★ Prime Downtown Location & Comfort

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Hotel Details

320 Simonton St, Key West, Florida, United States of America, 33040

Simonton Court Historic Inn & Cottages - An adults-only oasis with four pools, historic cottages, and tropical gardens in Old Town

Set on two meticulously landscaped acres in Old Town, this Key West hotel features four shimmering pools surrounded by flowering vines and palm fronds. The property encompasses restored Victorian and Conch architecture, including 1880s cigar workers' cottages and a historic mansion. Simonton Court Historic Inn & Cottages offers 30 unique rooms across five buildings, with accommodations ranging from petite queens to two-story cottages with lofts. The cottages showcase exposed Dade County pine, wood floors, and private porches with swings and rocking chairs. Guest rooms include air conditioning, minibars, and tea/coffee facilities, while some units feature pool views or direct pool access. A complimentary continental breakfast is served daily, and the property maintains an honor bar. Located just off Duval Street, Simonton Court places guests within 0.5 miles of Mallory Square, Key West Aquarium, and the Truman Little White House.

Simonton Court Historic Inn & Cottages: Pros

- Four 24-hour swimming pools accessible to all guests - Private porches with swings and rocking chairs in cottage accommodations - Complimentary welcome drinks and daily continental breakfast - Secluded tropical gardens with brick pathways

Simonton Court Historic Inn & Cottages: Cons

- Adults-only policy excludes families with children under 18 - Limited on-site dining options beyond breakfast service

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Select room type

Choose from double rooms, family suites, and premium stays. Enjoy breakfast, flexible cancellations, and exclusive deals.

Cottage

Max:

2 persons

Bed options:

1 King Size Bed

Air conditioning

room details

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Queen Room

Max:

2 persons

Bed options:

1 King Size Bed

Air conditioning

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Deluxe Queen Room

Max:

2 persons

Bed options:

1 King Size Bed

Air conditioning

room details

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Getting around

Discover available transportation options for smooth travel around the city

City Center

Key West 1.3 mi

Airports

Key West International (EYW) 3.9 mi

Facilities

Hotel has comfortable rooms, premium services, and a prime downtown location

Charming & Comfortable Cottages

“I stayed in one of the beautiful cottages at Simonton Court and it was absolutely charming. The cottage was well equipped with a refrigerator, TV, and hot showers, ensuring that I had everything I needed. The large comfortable bed and the cute rocking chairs on the porch added to the good ambiance of the stay.” view full review

Relaxing Pool Oasis

“The hotel boasts three outdoor heated pools which are simply perfect for relaxation. Each evening, I enjoyed the serenity of swimming under the stars, while during the day, the pools provided a refreshing escape. They were beautifully maintained and towels were plentiful, making my swimming experience all the more enjoyable.” view full review

Delicious Continental Breakfast

“Every morning, I savored the wonderful continental breakfast served in the lovely gardens. With a wide variety of options to choose from, I was always left satisfied. The relaxing outdoor setting combined with the delicious food made it a good start to my day.” view full review

Clean & Well-Equipped Bathrooms

“The bathrooms in my cottage were clean and well-maintained, a vital aspect of my stay. I loved having hot showers after long days of exploring. The thoughtful amenities and attention to cleanliness enhanced my overall experience, adding to the comfort of my stay.” view full review

General

Non-smoking rooms
Free Wi-Fi in public areas
Parking
Safe deposit box
24-hour reception
No pets allowed
Security
Adults only
Baggage storage
Vending machines
Smoke detectors
Fire extinguishers

Sports & Fitness

Diving
Snorkeling
Canoeing
Cycling
Golf course
Fishing

Services

Housekeeping
Laundry
Dry cleaning
Tours/Ticket assistance
Grocery shopping service

Business

Fax/Photocopying

Spa & Leisure

Outdoor swimming pool
Sun loungers
Garden area

Room features

Air conditioning
Mini-bar
Terrace
Garden furniture
Tea and coffee facilities
Ironing facilities

Location

320 Simonton St, Key West, Florida, United States of America, 33040

Map view

street view

320 Simonton St, Key West, Florida, United States of America, 33040

City landmarks

Square

Mallory Square

2300 ft

Museums

The Ernest Hemingway Home and Museum

3500 ft

Museums

Truman Little White House

2100 ft

cnr South & Whitehead Sts

Southernmost Point

5100 ft

Nature reserve

Key West Butterfly and Nature Conservatory

4900 ft

Cemetery

Key West Cemetery

3200 ft

Truman Waterfront On The Western Edge of Key West

USCGC Ingham Maritime Museum

1.4 mi

Aquarium

Key West Aquarium

2100 ft

Museums

Key West Shipwreck Treasure Museum

2100 ft

Monuments and Landmarks

Southernmost Point of the Continental US

1.0 mi

Museums

Florida Keys Eco-Discovery Center

4300 ft

Church

Saint Mary Star of the Sea

4000 ft

Nearby

Duval Street

1700 ft

511 Caroline St

Curry Mansion

700 ft

Events

San Carlos Institute

1700 ft

Garden

Nancy Forrester's Secret Garden

1400 ft

Museums

Ripley's Believe It or Not

1700 ft

Gallery

The Studios of Key West

200 ft

Museums

Mel Fisher Maritime Heritage Museum

1800 ft

Garden

Audubon House and Tropical Gardens

1700 ft

Mallory Square between Whitehead and Wall sts.

Memorial Sculpture Garden

2100 ft

Church

Saint Paul's Episcopal Church of Key West

600 ft

322 Duval St

The Oldest House

600 ft

Square

Key West-Florida Keys Historical Military Memorial

1700 ft

Gallery

7 Artists & Friends Gallery

600 ft

490 Whitehead St

US 1 Mile Marker 0

1600 ft

534 Fleming St

KEPart Studio-Gallery

700 ft

Gallery

Gallery on Greene

800 ft

410 Caroline St Between Duval and Whitehead Streets

Key West Pirates Well

900 ft

519 Duval St

Peter Lik Gallery Key West

1000 ft

Restaurants

Hard Rock Cafe

800 ft

313 Duval St

Fogarty's

1000 ft

227 Duval St

Fat Tuesday

700 ft

305 Duval St

Faustos Food Palace

800 ft

522 Fleming St

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SIMONTON COURT HISTORIC INN & COTTAGES KEY WEST, Key West

Hotel Details

Simonton Court Historic Inn & Cottages - An adults-only oasis with four pools, historic cottages, and tropical gardens in Old Town

Simonton Court Historic Inn & Cottages: Pros

Simonton Court Historic Inn & Cottages: Cons

Select room type

Check Availability & Prices

Getting around

Facilities

General

Sports & Fitness

Services

Business

Spa & Leisure

Room features

Location

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